U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula 2C18H21NO3.H2O4S
Molecular Weight 696.807
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CODEINE SULFATE ANHYDROUS

SMILES

OS(O)(=O)=O.[H][C@@]12OC3=C4C(C[C@H]5N(C)CC[C@@]14[C@@]5([H])C=C[C@@H]2O)=CC=C3OC.[H][C@@]67OC8=C9C(C[C@H]%10N(C)CC[C@@]69[C@@]%10([H])C=C[C@@H]7O)=CC=C8OC

InChI

InChIKey=BCXHDORHMMZBBZ-DORFAMGDSA-N
InChI=1S/2C18H21NO3.H2O4S/c2*1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19;1-5(2,3)4/h2*3-6,11-13,17,20H,7-9H2,1-2H3;(H2,1,2,3,4)/t2*11-,12+,13-,17-,18-;/m00./s1

HIDE SMILES / InChI

Molecular Formula H2O4S
Molecular Weight 98.078
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C18H21NO3
Molecular Weight 299.3642
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Codeine is an opiate used to manage mild to moderate pain severe enough to require an opioid. Codeine is a selective agonist for the mu opioid receptor and has an affinity to delta and kappa-opioid receptors. In some countries, this drug is regulated under various narcotic control laws, because its chronic use can cause physical dependence. In others, it is available without a medical prescription in combination with paracetamol.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
6.1 µM [EC50]
Target ID: P41145
Gene ID: 4986.0
Gene Symbol: OPRK1
Target Organism: Homo sapiens (Human)
Target ID: P41143
Gene ID: 4985.0
Gene Symbol: OPRD1
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CAPITAL AND CODEINE

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Analgesic abuse, ureteric obstruction, and retroperitoneal fibrosis.
1975 Apr 12
[Pharmacokinetic and toxicokinetic parameters of some drugs of abuse].
2001
[Guillain-Barre syndrome as a result of poisoning with a mixture of "kompot"(Polish heroin) and drugs].
2001
Determination of opiates in serum, saliva and hair addicted persons.
2001
Results of a phase-I/II randomized, masked, placebo-controlled trial of recombinant human interleukin-11 (rhIL-11) in the treatment of subjects with active rheumatoid arthritis.
2001
Saliva testing after single and chronic administration of dihydrocodeine.
2001
Chromatographic analysis of phenethylamine-antihistamine combinations using C8, C18 or cyano columns and micellar sodium dodecyl sulfate-pentanol mixtures.
2001 Apr
Angle closure risk from proprietary medicines.
2001 Apr
LC method for the analysis of acetylsalicylic acid, caffeine and codeine phosphate in pharmaceutical preparations.
2001 Apr
[Adverse cutaneous side-effect of codeine administration].
2001 Apr 15
Prescribing limitations.
2001 Aug 11
No pain relief from codeine...? An introduction to pharmacogenomics.
2001 Feb
Detection of acetylcodeine in urine as an indicator of illicit heroin use: method validation and results of a pilot study.
2001 Feb
Dose-related effects of controlled release dihydrocodeine on oro-cecal transit and pupillary light reflex. A study in human volunteers.
2001 Jan
Successful use of propranolol in migraine associated with electroconvulsive therapy.
2001 Jan
Using evidence from different sources: an example using paracetamol 1000 mg plus codeine 60 mg.
2001 Jan 10
Contribution of dihydrocodeine and dihydromorphine to analgesia following dihydrocodeine administration in man: a PK-PD modelling analysis.
2001 Jul
Heroin use by motorists in Sweden confirmed by analysis of 6-acetylmorphine in urine.
2001 Jul-Aug
Effect of apical trephination on postoperative pain and swelling in symptomatic necrotic teeth.
2001 Jun
Successful withdrawal from analgesic abuse in a group of youngsters with chronic daily headache.
2001 Jun
Myth: codeine is a powerful and effective analgesic.
2001 Jun
Analysis of cocaine, benzoylecgonine, codeine, and morphine in hair by supercritical fluid extraction with carbon dioxide modified with methanol.
2001 Jun 1
Time of drug elimination in chronic drug abusers. Case study of 52 patients in a "low-step" detoxification ward.
2001 Jun 15
[Information on preparations containing codeine].
2001 Jun 20
Codeine phosphate in paediatric medicine.
2001 Mar
Codeine phosphate in children: time for re-evaluation?
2001 Mar
Expression and activity of cell-wall-degrading enzymes in the latex of opium poppy, Papaver somniferum L.
2001 Mar
Myocardial Infarction associated with methadone and/or dihydrocodeine.
2001 Mar
GC-MS determination of heroin metabolites in meconium: evaluation of four solid-phase extraction cartridges.
2001 Mar
Quantitation of morphine and codeine in human urine using high-filed asymmetric waveform ion mobility spectrometry (FAIMS) with mass spectrometric detection.
2001 Mar
Acetylcodeine as a marker of illicit heroin in human hair: method validation and results of a pilot study.
2001 Mar
Audit of pain management at home following tonsillectomy in children.
2001 Mar
Treatment of severe pain from osteoarthritis with slow-release tramadol or dihydrocodeine in combination with NSAID's: a randomised study comparing analgesia, antinociception and gastrointestinal effects.
2001 Mar
Generalized eczema due to codeine.
2001 Mar
[Analgesics-induced chronic renal failure in patients on dialysis therapy in Hungary].
2001 May 13
Regional block and mexiletine: the effect on pain after cancer breast surgery.
2001 May-Jun
Concentration ratios of morphine to codeine in blood of impaired drivers as evidence of heroin use and not medication with codeine.
2001 Nov
The role of adrenal corticosteroids in induction of micronuclei by morphine.
2001 Nov 15
Nutritional effects of surgical and medical treatment for short bowel syndrome.
2001 Nov-Dec
Novel dynamic polymer coating for capillary electrophoresis in nonaqueous methanolic background electrolytes.
2001 Oct
Incorporation of selegiline metabolites into hair after oral selegiline intake.
2001 Oct
Ropivacaine with or without clonidine improves pediatric tonsillectomy pain.
2001 Oct
Drug contamination of US paper currency.
2001 Oct 1
Spontaneous reports on drug-induced pancreatitis in Denmark from 1968 to 1999.
2001 Sep
Community pharmacists' experience of over-the-counter medicine misuse in Scotland.
2001 Sep
Rofecoxib versus codeine/acetaminophen in postoperative dental pain: a double-blind, randomized, placebo- and active comparator-controlled clinical trial.
2001 Sep
[Strong opioids].
2001 Sep
Detection of non-prescription heroin markers in urine with liquid chromatography-atmospheric pressure chemical ionization mass spectrometry.
2001 Sep
Engineering novel biocatalytic routes for production of semisynthetic opiate drugs.
2001 Sep
Experience with urine drug testing by the Correctional Service of Canada.
2001 Sep 15
Patents

Sample Use Guides

Unknown
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:00:59 GMT 2023
Edited
by admin
on Sat Dec 16 01:00:59 GMT 2023
Record UNII
AVW5HY4N2E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CODEINE SULFATE ANHYDROUS
Common Name English
CODEINE SULFATE [MI]
Common Name English
MORPHINAN-6-OL, 7,8-DIDEHYDRO-4,5-EPOXY-3-METHOXY-17-METHYL-, (5.ALPHA.,6.ALPHA.)-, SULFATE (2:1) (SALT)
Common Name English
7,8-DIDEHYDRO-4,5.ALPHA.-EPOXY-3-METHOXY-17-METHYLMORPHINAN-6.ALPHA.-OL SULFATE (2:1) (SALT)
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID80161921
Created by admin on Sat Dec 16 01:00:59 GMT 2023 , Edited by admin on Sat Dec 16 01:00:59 GMT 2023
PRIMARY
DRUG BANK
DBSALT000031
Created by admin on Sat Dec 16 01:00:59 GMT 2023 , Edited by admin on Sat Dec 16 01:00:59 GMT 2023
PRIMARY
FDA UNII
AVW5HY4N2E
Created by admin on Sat Dec 16 01:00:59 GMT 2023 , Edited by admin on Sat Dec 16 01:00:59 GMT 2023
PRIMARY
ECHA (EC/EINECS)
215-818-5
Created by admin on Sat Dec 16 01:00:59 GMT 2023 , Edited by admin on Sat Dec 16 01:00:59 GMT 2023
PRIMARY
CAS
1420-53-7
Created by admin on Sat Dec 16 01:00:59 GMT 2023 , Edited by admin on Sat Dec 16 01:00:59 GMT 2023
PRIMARY
MERCK INDEX
m3718
Created by admin on Sat Dec 16 01:00:59 GMT 2023 , Edited by admin on Sat Dec 16 01:00:59 GMT 2023
PRIMARY Merck Index
PUBCHEM
5359613
Created by admin on Sat Dec 16 01:00:59 GMT 2023 , Edited by admin on Sat Dec 16 01:00:59 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
SOLVATE->ANHYDROUS
Related Record Type Details
ACTIVE MOIETY